2-2--azino-di-(3-ethylbenzothiazoline)-6-sulfonic-acid and hispidin

Acrylamide (AA), a well-known toxicant, has attracted numerous attentions for its presumably carcinogenesis, neurotoxicity and cytotoxicity. Oxidative stress was considered to be associated with acrylamide cytotoxicity, but the link between oxidative stress and acrylamide cytotoxicity is still unclear. In the present study, hispidin produced from the edible fungus Phellinus linteus displayed dramatically antioxidant activities against DPPH radicals, ABTS radicals, ferric reducing and hydroxyl radicals, as well as superoxide anion radicals. Moreover, the cytoprotective effect of hispidin against AA-induced oxidative stress was verified upon Caco-2 cells according to evaluate the cell viability, intracellular ROS, mitochondrial membrane potential (MMP) and glutathione (GSH) in the presence or absence of AA (5 mM) in a dose-dependent manner. Collectively, our results demonstrated for the first time that hispidin was able to inhibit AA-induced oxidative stress, which might have implication for the dietary preventive application.

Topics: Acrylamide; Basidiomycota; Benzothiazoles; Biphenyl Compounds; Caco-2 Cells; Cell Survival; Glutathione; Humans; Membrane Potential, Mitochondrial; Oxidative Stress; Picrates; Pyrones; Reactive Oxygen Species; Sulfonic Acids; Superoxides

Three new highly oxygenated and unsaturated metabolites named interfungins A (1), B (2), and C (3), which provide a diversity of hispidin class compounds in the fungi Inonotus and Phellinus, were isolated from the methanolic extract of the fruiting body of the fungus Inonotus xeranticus (Hymenochaetaceae). Their structures were established by spectroscopic methods. The existence of these functionalized metabolites implies that inoscavin A, davallialactone, and phelligridin F, which were previously isolated from the fungi Inonotus and Phellinus spp., are derived from 1. Compound 1 is derived from the condensation of hispidin and hispolon. Inoscavins B and C previously isolated from the fungus I. xeranticus are most probably derived from 2 which stemmed from the oxidative coupling of 3,4-dihydroxybenzalacetone and hispidin. This class of compounds exhibited significant free radical scavenging activity against the superoxide radical cation, ABTS radical anion, and DPPH radical.

Topics: Agaricales; Antioxidants; Benzothiazoles; Biphenyl Compounds; Free Radical Scavengers; Fruiting Bodies, Fungal; Magnetic Resonance Spectroscopy; Molecular Weight; Oxidants; Picrates; Pyrones; Spectrometry, Mass, Electrospray Ionization; Spectrophotometry, Infrared; Spectrophotometry, Ultraviolet; Spectroscopy, Fourier Transform Infrared; Sulfonic Acids; Superoxides

Three new free radical scavengers were isolated from the methanolic extract of the fruiting bodies of Inonotus xeranticus (Hymenochaetaceae), along with the known compound davallialactone. Their structures were established as hispidin analogs by extensive NMR spectral data. Compounds 3 and 4 displayed significant scavenging activity against the superoxide radical anion, ABTS radical cation, and DPPH radical, while 1 and 2 exhibited potent antioxidative activity only against ABTS radical cation.

Topics: Agaricales; Anions; Antioxidants; Benzothiazoles; Biphenyl Compounds; Cations; Free Radical Scavengers; Free Radicals; Magnetic Resonance Spectroscopy; Molecular Structure; Picrates; Pyrones; Reference Standards; Stereoisomerism; Sulfonic Acids; Superoxides